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林产化学与工业

林产化学与工业 ›› 2013, Vol. 33 ›› Issue (1): 37-44.doi: 10.3969/j.issn.0253-2417.2013.01.007

• 1研究报告 • 上一篇    下一篇

蒎酸基双硫脲类化合物的合成及生物活性研究

马长花1, 岑波1, 段文贵1, 马献力1,2, 覃珊1, 林桂汕1, 覃宇宁1   

  1. 1. 广西大学 化学化工学院, 广西 南宁 530004;2. 桂林医学院 药学院, 广西 桂林 541004
  • 收稿日期:2012-02-27 修回日期:1900-01-01 出版日期:2013-02-28 发布日期:2013-02-28
  • 通讯作者: 段文贵(1964-),广西资源人,教授,博士生导师,主要从事天然资源化学和有机合成研究;E-mail:wgduan@gxu.edu.cn。

Synthesis and Biological Activities of Pinic Acid-based Dithioureas

MA Chang-hua1, CEN Bo1, DUAN Wen-gui1, MA Xian-li1,2, QIN Shan1, LIN Gui-shan1, QIN Yu-ning1   

  1. 1. College of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, China;2. College of Pharmacy, Guilin Medical University, Guilin 541004, China
  • Received:2012-02-27 Revised:1900-01-01 Online:2013-02-28 Published:2013-02-28

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摘要： 以α-蒎烯为原料,经过氧化和溴仿反应制备蒎酸,将其转化为双酰氯再与硫氰化钾反应得到蒎酸基双异硫氰酸酯。通过蒎酸基双异硫氰酸酯与苯胺类化合物的N-酰化反应,合成得到12个新型蒎酸基双硫脲类化合物。通过IR、1H NMR、13C NMR、MS和元素分析表征了目标化合物的结构。初步生物活性测试表明,目标化合物有一定的除草、杀菌和植物生长调节活性,其中在100 mg/L质量浓度下,化合物E1蒎酸基双苯基酰基硫脲对油菜胚根生长的抑制率为66.6%(达到B级活性水平)。

关键词: α-蒎烯, 蒎酸, 蒎酸基双硫脲, 合成, 生物活性

Abstract: Pinic acid was prepared via oxidation and bromoform reactions using α-pinene as starting material, and it was converted into dichloride. Then, pinic acid-based diisothiocyanates were synthesized by the reaction of pinic acid dichloride with potassim thiocyanate, followed by N-acylation reaction of pinic acid-based diisothiocyanates with phenyl amines to afford twelve novel pinic acid-based dithioureas. The structures of the target compounds were characterized by means of IR, 1H NMR, 13C NMR, MS, and elemental analysis. The preliminary bioassay showed that the title compounds exhibited a certain herbicidal activity, fungicidal activity, and plant growth regulating activity. Compound E1 displayed growth inhibition activity of 66.6% against root of rape (Brassica campestris) at the concentration of 100 mg/L (B-class activity level).

Key words: α-pinene, pinic acid, pinic acid-based dithiourea, synthesis, bioactivity

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